Absolute/relative bioavailability and metabolism of dodeca-2 E,4 E,8 Z,10 E/Z-tetraenoic acid isobutylamides (tetraenes) after intravenous and oral single doses to rats

Planta Medica

Volumn 77, Issue 16, 2011, Pages 1794-1799

  Ardjomand Woelkart, Karin ^a,d   Kollroser, Manfred ^b   Magnes, Christoph ^c   Sinner, Frank ^c   Frye, Reginald F ^a   Derendorf, Hartmut ^a   Bauer, Rudolf ^d   Butterweck, Veronika ^a  

^a UNIVERSITY OF FLORIDA HEALTH   (United States)

^b MEDICAL UNIVERSITY OF GRAZ   (Austria)

^c JOANNEUM RESEARCH   (Austria)

^d UNIVERSITY OF GRAZ   (Austria)

Author keywords

absolute bioavailability; Asteraceae; dodeca 2 E,4 E,8 Z,10 E Z tetraenoic acid isobutylamides; Echinacea; LC MS; relative bioavailability

Indexed keywords

DODECAHEDRANE DERIVATIVE; ECHINACEA PURPUREA EXTRACT;

ANIMAL EXPERIMENT; ANIMAL MODEL; AREA UNDER THE CURVE; ARTICLE; BIOAVAILABILITY; DRUG ELIMINATION; DRUG EXPOSURE; DRUG HALF LIFE; ECHINACEA; MALE; METABOLISM; NONHUMAN; PLASMA; PLASMA CONCENTRATION-TIME CURVE; RAT;

ADMINISTRATION, ORAL; ANIMALS; BIOLOGICAL AVAILABILITY; CHROMATOGRAPHY, LIQUID; DOSE-RESPONSE RELATIONSHIP, DRUG; ECHINACEA; FATTY ACIDS, UNSATURATED; HALF-LIFE; INJECTIONS, INTRAVENOUS; MALE; MASS SPECTROMETRY; PLANT EXTRACTS; PLANT ROOTS; POLYUNSATURATED ALKAMIDES; RATS; RATS, SPRAGUE-DAWLEY; TIME FACTORS; TISSUE DISTRIBUTION;

ASTERACEAE; ECHINACEA (ASTERACEAE); ECHINACEA PURPUREA; RATTUS;

EID: 80755153704     PISSN: 00320943     EISSN: 14390221     Source Type: Journal    
DOI: 10.1055/s-0030-1271120     Document Type: Article

References (34)

1. Bauer R. Chemistry, analysis and immunological investigations of Echinacea phytopharmaceuticals. In: Wagner H editor Immunomodulatory agents from plants. Basel, Boston, Berlin Birkhäuser Verlag 1999 41-88
2. Woelkart K, Xu W, Pei Y, Makriyannis A, Picone R P., Bauer R. The endocannabinoid system as a target for alkamides from Echinacea angustifolia roots. Planta Med 2005 71 701-705 (Pubitemid 41306187)
3. Woelkart K, Bauer R. The role of alkamides as an active principle of Echinacea. Planta Med 2007 73 615-623 (Pubitemid 47066152)
4. Woelkart K, Salo-Ahen O H. M., Bauer R. CB receptor ligands from plants. Curr Top Med Chem 2008 8 173-186 (Pubitemid 351795768)
5. Gertsch J, Schoop R, Kuenzle U, Suter A. Echinacea alkylamides modulate TNF- gene expression via cannabinoid receptor CB2 and multiple signal transduction pathways. FEBS Lett 2004 577 563-569 (Pubitemid 39535349)
6. Burger R A., Torres A R., Warren R P., Caldwell V D., Hughes B D. Echinacea-induced cytokine production by human macrophages. Int J Immunopharmacol 1997 19 371-379 (Pubitemid 28137503)
7. Goel V, Chang C, Slama J V., Barton R, Bauer R, Gahler R. Echinacea stimulates macrophage function in the lung and spleen of normal rats. J Nutr Biochem 2002 13 487-492 (Pubitemid 34876983)
8. Rininger J A., Kickner S, Chigurupati P, McLean A, Franck Z. Immunopharmacological activity of Echinacea preparations following simulated digestion on murine macrophages and human peripheral blood cells. J Leukoc Biol 2000 68 503-510
9. Matthias A, Banbury L, Stevenson L M., Bone K M., Leach D N., Lehmann R P. Alkylamides from Echinacea modulate induced immune responses in macrophages. Immunol Invest 2007 36 117-130 (Pubitemid 46385593)
10. Matthias A, Blanchfield J T., Penman K G., Toth I, Lang C S., De Voss J J., Lehmann R P. Permeability studies of alkylamides and caffeic acid conjugates from Echinacea using a Caco-2 cell monolayer model. J Clin Pharm Ther 2004 29 7-13 (Pubitemid 38253531)
11. Woelkart K, Koidl C, Grisold A, Gangemi J D., Turner R B., Marth E, Bauer R. Bioavailability and pharmacokinetics of alkamides from the roots of Echinacea angustifolia in humans. J Clin Pharmacol 2005 45 683-689 (Pubitemid 40696211)
12. Woelkart K, Marth E, Raggam R, Suter A, Schoop R, Koidl C, Kleinhappl B, Bauer R. Bioavailability and pharmacokinetic studies on Echinacea purpurea preparations and their interaction with the immune system. Int J Clin Pharmacol Ther 2006 44 401-408 (Pubitemid 44696431)
13. Woelkart K, Dittrich P, Beubler E, Pinl F, Schoop R, Suter A, Bauer R. Pharmacokinetics of the main alkamides after administration of three different Echinacea purpurea preparations in humans. Planta Med 2008 74 651-656 (Pubitemid 351846779)
14. Matthias A, Addison R S., Agnew L L., Bone K M., Watson K, Lehmann R P. Comparison of Echinacea alkylamide pharmacokinetics between liquid and tablet preparations. Phytomedicine 2007 14 587-590 (Pubitemid 47179882)
15. Matthias A, Gillam E M. J., Penman K G., Matovic N J., Bone K M., De Voss J J., Lehmann R P. Cytochrome P450 enzyme-mediated degradation of Echinacea alkylamides in human liver microsomes. Chem Biol Interact 2005 155 62-70 (Pubitemid 40835990)
16. Xing J, Xie C F., Lou H X. Recent applications of liquid chromatography-mass spectrometry in natural products bioanalysis. J Pharm Biomed 2007 44 368-378 (Pubitemid 46880088)
17. ESCOP Monographs. The Scientific Foundation for Herbal Medicinal Products. Stuttgart, New York Thieme Verlag 2003
18. Monograph of the German Commission E, B. Anz. No. 162 from 29.08.1992. Köln Bundesanzeiger Verlagsgesellschaft 1992
19. Rucker R B. Allometric scaling, metabolic body size and interspecies comparisons of basal nutritional requirements. J Anim Physiol Anim Nutr 2007 91 148-156 (Pubitemid 46376312)
20. Zeller W, Weber H, Panoussis B, Bürge T, Bergmann R. Refinement of blood sampling from the sublingual vein of rats. Lab Anim UK 1998 32 369-376 (Pubitemid 28482471)
21. Woelkart K, Frye R F., Bauer R, Derendorf H, Butterweck V. Pharmacokinetics and tissue distribution of dodeca-2 E,4 E,8 E,10 E / Z -tetraenoic acid isobutylamides (tetraene) after oral administration in rats. Planta Med 2009 75 1306-1313
22. Bu W, Myers N, McCarty J D., O'Neill T, Hollar S, Stetson P L., Sved D W. Simultaneous determination of six urinary porphyrins using liquid chromatograph-tandem mass spectrometry. J Chromatogr B Anal Technol Biomed Life Sci 2003 783 411-423 (Pubitemid 35447992)
23. Schilcher H. Standardisierung, Kontrolle und Qualitätsprüfung von nichttoxischen flüssigen Arzneipflanzenzubereitungen. Arzneimittelstandardisierung 1965 6 649-655
24. Menßen H G. Standardisierte Arzneien aus Heilpflanzen und ihre Bedeutung für die moderne Phytotherapie. Therapiewoche 1968 18 1432-1433
25. Eder M, Mehnert W. Pflanzliche Begleitstoffe wertvolle Hilfsstoffe oder überflüssiger Ballast? Pharm unserer Zeit 2000 29 377-384 (Pubitemid 32104652)
26. Yata N N., Sugihara R, Yamajo T, Murakami Y, Higashi H, Kimata K, Nakayama T, Kuzuki T, Tanaka O. Enhanced small intestinal absorption of beta-lactam antibiotics in rats in the presence of monodesmosides from pericarps of Sapindus mukurossi (Ennmei-hi). J Pharmacobiodyn 1986 9 211-217
27. Hänsel R, Sticher O, Steinegger E. Pharmakognosie Phytopharmazie. Berlin, Heidelberg Springer-Verlag 1999
28. Keledjian J, Duffield P H., Janieson D D., Lidgard R O., Duffield A M. Uptake into mouse brain of four compounds present in the psychoactive beverage Kava. J Pharm Sci 1988 77 1003-1006 (Pubitemid 19021324)
29. Biber A, Nöldner M, Schlegelmilch R. Development of a formulation of Kava-Kava extract through pharmacokinetic experiments in animals. Naunyn Schmiedebergs Arch Pharmacol 1992 345 R24
30. Vinson J A., Bose P. Comparative bioavailability to humans of ascorbic acid alone or in a citrus extract. Am J Clin Nutr 1988 48 601-604
31. List P H., Schmid W, Weil E. Reinsubstanz oder galenische Zubereitung. Drug Res 1969 19 181-185
32. Butterweck V. Mechanism of action of St. John's wort in depression: what is known? CNS Drugs 2003 17 539-562 (Pubitemid 36774135)
33. Butterweck V, Christoffel V, Nahrstedt A, Petereit F, Spengler B, Winterhoff H. Step by step removal of hyperforin and hypericin: activity profile of different Hypericum preparations in behavioral models. Life Sci 2003 73 627-639 (Pubitemid 36589040)
34. Butterweck V, Petereit F, Winterhoff H, Nahrstedt A. Solubilized hypericin and pseudohypericin from Hypericum perforatum exert antidepressant activity in the forced swimming test. Planta Med 1998 64 291-294 (Pubitemid 28234262)